-
1
-
-
3042548587
-
-
2 species; see: a) R. J. Enemærke, J. Larsen, T. Skrydstrup, K. Daasbjerg, J. Am. Chem. Soc. 2004, 126, 7853-7864;
-
2 species; see: a) R. J. Enemærke, J. Larsen, T. Skrydstrup, K. Daasbjerg, J. Am. Chem. Soc. 2004, 126, 7853-7864;
-
-
-
-
2
-
-
33746815570
-
-
b) K. Daasbjerg, H. Svith, S. Grimme, M. Gerenkamp, C. Muck-Lichtenfeld, A. Gansäuer, A. Barchuk, F. Keller, Angew. Chem. 2006, 118, 2095-2098;
-
(2006)
Angew. Chem
, vol.118
, pp. 2095-2098
-
-
Daasbjerg, K.1
Svith, H.2
Grimme, S.3
Gerenkamp, M.4
Muck-Lichtenfeld, C.5
Gansäuer, A.6
Barchuk, A.7
Keller, F.8
-
3
-
-
33746041112
-
-
Angew. Chem. Int. Ed. 2006, 45, 2041-2044;
-
(2006)
Angew. Chem. Int. Ed
, vol.45
, pp. 2041-2044
-
-
-
4
-
-
33846786873
-
-
2TiCl
-
2TiCl.
-
(2007)
J. Am. Chem. Soc
, vol.129
, pp. 1359-1371
-
-
Gansäuer, A.1
Barchuk, A.2
Keller, F.3
Schmitt, M.4
Grimme, S.5
Gerenkamp, M.6
Muck-Lichtenfeld, C.7
Daasbjerg, K.8
Svith, H.9
-
7
-
-
0000533091
-
-
c) T. V. RajanBabu, W. A. Nugent, M. S. Beattie, J. Am. Chem. Soc. 1990, 112, 6408-6409;
-
(1990)
J. Am. Chem. Soc
, vol.112
, pp. 6408-6409
-
-
RajanBabu, T.V.1
Nugent, W.A.2
Beattie, M.S.3
-
9
-
-
0038055611
-
-
For recent reviews see: a
-
For recent reviews see: a) A. Gansäuer, H. Bluhm, Chem. Rev. 2000, 100, 2771-2788;
-
(2000)
Chem. Rev
, vol.100
, pp. 2771-2788
-
-
Gansäuer, A.1
Bluhm, H.2
-
11
-
-
4544294120
-
-
c) A. Gansäuer, T. Lauterbach, S. Narayan, Angew. Chem. 2003, 115, 5714-5731;
-
(2003)
Angew. Chem
, vol.115
, pp. 5714-5731
-
-
Gansäuer, A.1
Lauterbach, T.2
Narayan, S.3
-
12
-
-
0344667717
-
-
Angew. Chem. Int. Ed. 2003, 42, 5556-5573;
-
(2003)
Angew. Chem. Int. Ed
, vol.42
, pp. 5556-5573
-
-
-
13
-
-
33746115656
-
-
d) J. M. Cuerva, J. Justicia, J. L. Oller-López, B. Bazdi, J. E. Oltra, Mini-Rev. Org. Chem. 2006, 3, 23-35;
-
(2006)
Mini-Rev. Org. Chem
, vol.3
, pp. 23-35
-
-
Cuerva, J.M.1
Justicia, J.2
Oller-López, J.L.3
Bazdi, B.4
Oltra, J.E.5
-
14
-
-
33748852776
-
-
e) K. Daasbjerg, H. Svith, S. Grimme, M. Gerenkamp, C. Mück-Lichtenfeld, A. Gansäuer, A. Barchuk, Top. Curr. Chem. 2006, 263, 39-69;
-
(2006)
Top. Curr. Chem
, vol.263
, pp. 39-69
-
-
Daasbjerg, K.1
Svith, H.2
Grimme, S.3
Gerenkamp, M.4
Mück-Lichtenfeld, C.5
Gansäuer, A.6
Barchuk, A.7
-
15
-
-
33746073438
-
-
f) J. M. Cuerva, J. Justicia, J. L. Oller-López, J. E. Oltra, Top. Curr. Chem. 2006, 264, 63-91;
-
(2006)
Top. Curr. Chem
, vol.264
, pp. 63-91
-
-
Cuerva, J.M.1
Justicia, J.2
Oller-López, J.L.3
Oltra, J.E.4
-
16
-
-
34347228644
-
-
g) A. Gansäuer, J. Justicia, C.-A. Fan, D. Worgull, F. Piestert, Top. Curr. Chem. 2007, 279, 25-52.
-
(2007)
Top. Curr. Chem
, vol.279
, pp. 25-52
-
-
Gansäuer, A.1
Justicia, J.2
Fan, C.-A.3
Worgull, D.4
Piestert, F.5
-
18
-
-
0003207771
-
-
b) A. Gansäuer, M. Pierobon, H. Bluhm, Angew. Chem. 1998, 110, 107-109;
-
(1998)
Angew. Chem
, vol.110
, pp. 107-109
-
-
Gansäuer, A.1
Pierobon, M.2
Bluhm, H.3
-
19
-
-
0031882645
-
-
Angew. Chem. Int. Ed. 1998, 37, 101-103;
-
(1998)
Angew. Chem. Int. Ed
, vol.37
, pp. 101-103
-
-
-
20
-
-
0032539234
-
-
c) A. Gansäuer, H. Bluhm, M. Pierobon, J. Am. Chem. Soc. 1998, 120, 12849-12859.
-
(1998)
J. Am. Chem. Soc
, vol.120
, pp. 12849-12859
-
-
Gansäuer, A.1
Bluhm, H.2
Pierobon, M.3
-
21
-
-
0041350396
-
-
A. F. Barrero, A. Rosales, J. M. Cuerva, J. E. Oltra, Org. Lett. 2003, 5, 1935-1938.
-
(2003)
Org. Lett
, vol.5
, pp. 1935-1938
-
-
Barrero, A.F.1
Rosales, A.2
Cuerva, J.M.3
Oltra, J.E.4
-
22
-
-
27244457979
-
-
J. Justicia, J. L. Oller-López, A. G. Campaña, J. E. Oltra, J. M. Cuerva, E. Buñuel, D. J. Cárdenas, J. Am. Chem. Soc. 2005, 127, 14911-14921.
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 14911-14921
-
-
Justicia, J.1
Oller-López, J.L.2
Campaña, A.G.3
Oltra, J.E.4
Cuerva, J.M.5
Buñuel, E.6
Cárdenas, D.J.7
-
23
-
-
14944368513
-
-
J. Justicia, J. E. Oltra, A. F. Barrero, A. Guadaño, A. González-Coloma, J. M. Cuerva, Eur. J. Org. Chem. 2005, 712-718.
-
(2005)
Eur. J. Org. Chem
, pp. 712-718
-
-
Justicia, J.1
Oltra, J.E.2
Barrero, A.F.3
Guadaño, A.4
González-Coloma, A.5
Cuerva, J.M.6
-
24
-
-
11144356778
-
-
J. Justicia, A. Rosales, E. Buñuel, J. L. Oller-López, M. Valdivia, A. Haidour, J. E. Oltra, A. F. Barrero, D. J. Cárdenas, J. M. Cuerva, Chem. Eur. J. 2004, 10, 1778-1788.
-
(2004)
Chem. Eur. J
, vol.10
, pp. 1778-1788
-
-
Justicia, J.1
Rosales, A.2
Buñuel, E.3
Oller-López, J.L.4
Valdivia, M.5
Haidour, A.6
Oltra, J.E.7
Barrero, A.F.8
Cárdenas, D.J.9
Cuerva, J.M.10
-
25
-
-
2342552982
-
-
a) J. Justicia, J. E. Oltra, J. M. Cuerva, Tetrahedron Lett. 2004, 45, 4293-4296;
-
(2004)
Tetrahedron Lett
, vol.45
, pp. 4293-4296
-
-
Justicia, J.1
Oltra, J.E.2
Cuerva, J.M.3
-
26
-
-
26844580746
-
-
b) J. Justicia, J. E. Oltra, J. M. Cuerva, J. Org. Chem. 2005, 70, 8265-8270.
-
(2005)
J. Org. Chem
, vol.70
, pp. 8265-8270
-
-
Justicia, J.1
Oltra, J.E.2
Cuerva, J.M.3
-
28
-
-
33748773349
-
-
A. Gansäuer, J. Justicia, A. Rosales, D. Worgull, B. Rinker, J. M. Cuerva, J. E. Oltra, Eur. J. Org. Chem. 2006, 4115-4127.
-
(2006)
Eur. J. Org. Chem
, pp. 4115-4127
-
-
Gansäuer, A.1
Justicia, J.2
Rosales, A.3
Worgull, D.4
Rinker, B.5
Cuerva, J.M.6
Oltra, J.E.7
-
29
-
-
0037041341
-
-
A. F. Barrero, J. M. Cuerva, E. J. Álvarez-Manzaneda, J. E. Oltra, R. Chahboun, Tetrahedron Lett. 2002, 43, 2793-2796.
-
(2002)
Tetrahedron Lett
, vol.43
, pp. 2793-2796
-
-
Barrero, A.F.1
Cuerva, J.M.2
Álvarez-Manzaneda, E.J.3
Oltra, J.E.4
Chahboun, R.5
-
30
-
-
4544245845
-
-
a) B. M. Trost, H. C. Shen, J.-P. Surivet, Angew. Chem. 2003, 115, 4073-4077;
-
(2003)
Angew. Chem
, vol.115
, pp. 4073-4077
-
-
Trost, B.M.1
Shen, H.C.2
Surivet, J.-P.3
-
31
-
-
0041817609
-
-
Angew. Chem. Int. Ed. 2003, 42, 3943-3947;
-
(2003)
Angew. Chem. Int. Ed
, vol.42
, pp. 3943-3947
-
-
-
33
-
-
12044254693
-
-
a) I. Abe, M. Rohmer, G. D. Prestwich, Chem. Rev. 1993, 93, 2189-2206;
-
(1993)
Chem. Rev
, vol.93
, pp. 2189-2206
-
-
Abe, I.1
Rohmer, M.2
Prestwich, G.D.3
-
34
-
-
0001352018
-
-
b) K. U. Wendt, G. E. Schulz, E. J. Corey, D. R. Liu, Angew. Chem. 2000, 112, 2930-2952;
-
(2000)
Angew. Chem
, vol.112
, pp. 2930-2952
-
-
Wendt, K.U.1
Schulz, G.E.2
Corey, E.J.3
Liu, D.R.4
-
35
-
-
0001253959
-
-
Angew. Chem. Int. Ed. 2000, 39, 2812-2833;
-
(2000)
Angew. Chem. Int. Ed
, vol.39
, pp. 2812-2833
-
-
-
37
-
-
0344765297
-
-
For pioneering work on cascade cyclizations via free-radical chemistry, see: a R. Breslow, E. Barrett, E. Mohacsi, Tetrahedron Lett. 1962, 1207-1211;
-
For pioneering work on cascade cyclizations via free-radical chemistry, see: a) R. Breslow, E. Barrett, E. Mohacsi, Tetrahedron Lett. 1962, 1207-1211;
-
-
-
-
38
-
-
26844465662
-
-
b) R. Breslow, J. T. Groves, S. S. Olin, Tetrahedron Lett. 1966, 7, 4717-4719;
-
(1966)
Tetrahedron Lett
, vol.7
, pp. 4717-4719
-
-
Breslow, R.1
Groves, J.T.2
Olin, S.S.3
-
39
-
-
1542735945
-
-
3SnH/AIBN-initiated radical cyclizations of polyene selenolate esters, see: c A. Batsanov, L. Chen, G. B. Gill, G. Pattenden, J. Chem. Soc., Perkin Trans. 1 1996, 45-55;
-
3SnH/AIBN-initiated radical cyclizations of polyene selenolate esters, see: c) A. Batsanov, L. Chen, G. B. Gill, G. Pattenden, J. Chem. Soc., Perkin Trans. 1 1996, 45-55;
-
-
-
-
40
-
-
33748600689
-
-
d) G. Pattenden, L. Roberts, A. J. Blake, J. Chem. Soc., Perkin Trans. 1 1998, 863-868;
-
(1998)
J. Chem. Soc., Perkin Trans. 1
, pp. 863-868
-
-
Pattenden, G.1
Roberts, L.2
Blake, A.J.3
-
42
-
-
0003445942
-
-
a) O. Takazawa, H. Tamura, K. Kogami, K. Hayashi, Chem. Lett. 1980, 1257-1258;
-
(1980)
Chem. Lett
, pp. 1257-1258
-
-
Takazawa, O.1
Tamura, H.2
Kogami, K.3
Hayashi, K.4
-
43
-
-
33845555025
-
-
b) P. A. Christenson, B. J. Willis, F. W. Wehrli, S. Wehrli, J. Org. Chem. 1982, 47, 4786-4789;
-
(1982)
J. Org. Chem
, vol.47
, pp. 4786-4789
-
-
Christenson, P.A.1
Willis, B.J.2
Wehrli, F.W.3
Wehrli, S.4
-
46
-
-
53849091171
-
-
b) M. Stoll, C. F. Seidel, B. Willhalm, M. Hinder, Helv. Chim. Acta 1956, 39, 183-199;
-
(1956)
Helv. Chim. Acta
, vol.39
, pp. 183-199
-
-
Stoll, M.1
Seidel, C.F.2
Willhalm, B.3
Hinder, M.4
-
47
-
-
0642303418
-
-
c) A. G. Armour, G. Büchi, A. Eschenmoser, A. Storni, Helv. Chim. Acta 1959, 42, 2233-2244;
-
(1959)
Helv. Chim. Acta
, vol.42
, pp. 2233-2244
-
-
Armour, A.G.1
Büchi, G.2
Eschenmoser, A.3
Storni, A.4
-
50
-
-
0000095864
-
-
For semisynthesis of, )-α-ambrinol from, -ambrein, see: a
-
For semisynthesis of (-)-α-ambrinol from (+)-ambrein, see: a) E. Jegou, J. Polonsky, E. Lederer, K. H. Schulte-Elte, B. Egger, G. Ohloff, Nouv. J. Chim. 1977, 1, 529-531;
-
(1977)
Nouv. J. Chim
, vol.1
, pp. 529-531
-
-
Jegou, E.1
Polonsky, J.2
Lederer, E.3
Schulte-Elte, K.H.4
Egger, B.5
Ohloff, G.6
-
51
-
-
0001492179
-
-
b) G. Ohloff, K. H. Schulte-Elte, B. L. Mueller, Helv. Chim. Acta 1977, 60, 2763-2766.
-
(1977)
Helv. Chim. Acta
, vol.60
, pp. 2763-2766
-
-
Ohloff, G.1
Schulte-Elte, K.H.2
Mueller, B.L.3
-
52
-
-
34250794157
-
-
C. S. Sell, Angew. Chem. 2006, 118, 6402-6410;
-
(2006)
Angew. Chem
, vol.118
, pp. 6402-6410
-
-
Sell, C.S.1
-
53
-
-
33749250384
-
-
Angew. Chem. Int. Ed. 2006, 45, 6254-6261.
-
(2006)
Angew. Chem. Int. Ed
, vol.45
, pp. 6254-6261
-
-
-
54
-
-
0000509835
-
-
Ed, S. Hanessian, Marcel Dekker, New York
-
a) D. H. R. Barton, J. A. Ferreira, J. C. Jaszberenyi, in: Preparative Carbohydrate Chemistry, (Ed.: S. Hanessian), Marcel Dekker, New York, 1997, pp15-172;
-
(1997)
Preparative Carbohydrate Chemistry
, pp. 15-172
-
-
Barton, D.H.R.1
Ferreira, J.A.2
Jaszberenyi, J.C.3
-
57
-
-
0001290261
-
-
Eds, B. M. Trost, I. Fleming, Pergamon, Oxford
-
B. B. Snider, in: Comprehensive Organic Synthesis, (Eds.: B. M. Trost, I. Fleming), Pergamon, Oxford, 1991, pp. 527-529.
-
(1991)
Comprehensive Organic Synthesis
, pp. 527-529
-
-
Snider, B.B.1
-
58
-
-
0027371818
-
-
G. Vidari, A. Dapiaggi, G. Zanoni, L. Garlaschelli, Tetrahedron Lett. 1993, 34, 6485-6488.
-
(1993)
Tetrahedron Lett
, vol.34
, pp. 6485-6488
-
-
Vidari, G.1
Dapiaggi, A.2
Zanoni, G.3
Garlaschelli, L.4
-
59
-
-
0141712450
-
-
K. B. Sharpless, W. Amberg, Y. Bennani, G. A. Crispido, J. Hartung, K.-S. Jeong, H.-L. Kwong, K. Morikawa, Z.-M. Wang, D. Xu, X.-L. Zhang, J. Org. Chem. 1992, 57, 2768-2771.
-
(1992)
J. Org. Chem
, vol.57
, pp. 2768-2771
-
-
Sharpless, K.B.1
Amberg, W.2
Bennani, Y.3
Crispido, G.A.4
Hartung, J.5
Jeong, K.-S.6
Kwong, H.-L.7
Morikawa, K.8
Wang, Z.-M.9
Xu, D.10
Zhang, X.-L.11
-
60
-
-
0029860777
-
-
a) Y. Tu, Z.-X. Wang, Y. Shi, J. Am. Chem. Soc. 1996, 118, 9806-9807;
-
(1996)
J. Am. Chem. Soc
, vol.118
, pp. 9806-9807
-
-
Tu, Y.1
Wang, Z.-X.2
Shi, Y.3
-
61
-
-
0001554971
-
-
b) Z.-X. Wang, Y. Tu, M. Frohn, Y. Shi, J. Org. Chem. 1997, 62, 2328-2329;
-
(1997)
J. Org. Chem
, vol.62
, pp. 2328-2329
-
-
Wang, Z.-X.1
Tu, Y.2
Frohn, M.3
Shi, Y.4
-
62
-
-
0030665236
-
-
c) Z.-X. Wang, Y. Tu, M. Frohn, J.-R. Zhang, Y. Shi, J. Am. Chem. Soc. 1997, 119, 11224-11235;
-
(1997)
J. Am. Chem. Soc
, vol.119
, pp. 11224-11235
-
-
Wang, Z.-X.1
Tu, Y.2
Frohn, M.3
Zhang, J.-R.4
Shi, Y.5
-
64
-
-
0343341049
-
-
Jacobsen's asymmetric epoxidation has been mainly applied to conjugated double bonds, presumably involving allylic or benzylic radicals, whereas there are only a few examples described on the enantioselective epoxidation of isolated olefins; see: a
-
Jacobsen's asymmetric epoxidation has been mainly applied to conjugated double bonds, presumably involving allylic or benzylic radicals, whereas there are only a few examples described on the enantioselective epoxidation of isolated olefins; see: a) W. Zhang, J. L. Loebach, S. R. Wilson, E. N. Jacobsen, J. Am. Chem. Soc. 1990, 112, 2801-2803;
-
(1990)
J. Am. Chem. Soc
, vol.112
, pp. 2801-2803
-
-
Zhang, W.1
Loebach, J.L.2
Wilson, S.R.3
Jacobsen, E.N.4
-
65
-
-
53849111071
-
-
Ed, I. Ojima, VCH, New York, Chapter 4.2;
-
b) E. N. Jacobsen, in: Catalytic Asymmetric Synthesis, (Ed.: I. Ojima), VCH, New York, 1993, Chapter 4.2;
-
(1993)
Catalytic Asymmetric Synthesis
-
-
Jacobsen, E.N.1
-
67
-
-
85047668659
-
-
d) M. Palucki, J. McCormick, E. N. Jacobsen, Tetrahedron Lett. 1995, 36, 5457-5460;
-
(1995)
Tetrahedron Lett
, vol.36
, pp. 5457-5460
-
-
Palucki, M.1
McCormick, J.2
Jacobsen, E.N.3
-
69
-
-
0034603013
-
-
on the basis of our results, one of the referees suggested the rationale of taking advantage of tertiary (rather than allylic or benzylic) radicals to facilitate the Jacobsen's asymmetric epoxidation of isolated trialkyl-substituted olefins
-
Angew. Chem. Int. Ed. 2000, 39, 589-592; on the basis of our results, one of the referees suggested the rationale of taking advantage of tertiary (rather than allylic or benzylic) radicals to facilitate the Jacobsen's asymmetric epoxidation of isolated trialkyl-substituted olefins.
-
(2000)
Angew. Chem. Int. Ed
, vol.39
, pp. 589-592
-
-
-
70
-
-
53849143792
-
-
Enantiomeric excess (ee) determined by chiral HPLC.
-
Enantiomeric excess (ee) determined by chiral HPLC.
-
-
-
-
71
-
-
53849129068
-
-
f values. Therefore, we resorted to in situ acetylation of (-)-6 to facilitate separation by flash chromatography.
-
f values. Therefore, we resorted to in situ acetylation of (-)-6 to facilitate separation by flash chromatography.
-
-
-
-
72
-
-
53849121792
-
-
Taking into account the 55% ee of the sample of (+)-3 employed and that in the synthesis of (-)-1 the enantiopurity of starting (-)-3 was retained in the final product, it is reasonable that enantioenriched product (+)-1 could have an ee of about 55%.
-
Taking into account the 55% ee of the sample of (+)-3 employed and that in the synthesis of (-)-1 the enantiopurity of starting (-)-3 was retained in the final product, it is reasonable that enantioenriched product (+)-1 could have an ee of about 55%.
-
-
-
-
74
-
-
0000102792
-
-
R. Takeda, H. Naoki, T. Iwashita, K. Mizukawa, Y. Hirose, T. Isida, M. Inoue, Bull. Chem. Soc. Jpn. 1983, 56, 1125-1132.
-
(1983)
Bull. Chem. Soc. Jpn
, vol.56
, pp. 1125-1132
-
-
Takeda, R.1
Naoki, H.2
Iwashita, T.3
Mizukawa, K.4
Hirose, Y.5
Isida, T.6
Inoue, M.7
|